Regioselective Enzymatic Carboxylation of Bioactive (Poly)phenols

被引:24
作者
Plasch, Katharina [1 ]
Resch, Verena [1 ]
Hitce, Julien [2 ]
Poplonski, Jaroslaw [3 ]
Faber, Kurt [1 ]
Glueck, Silvia M. [1 ,4 ]
机构
[1] Graz Univ, Dept Chem Organ Bioorgan Chem, Heinrichstr 28, A-8010 Graz, Austria
[2] L Oreal Res & Innovat, 30 bis rue Maurice Berteaux, F-95500 Le Thillay, France
[3] Wroclaw Univ Environm & Life Sci, Dept Chem, ul C K Norwida 25, PL-50375 Wroclaw, Poland
[4] Graz Univ, Austrian Ctr Ind Biotechnol, Heinrichstr 28, A-8010 Graz, Austria
基金
奥地利科学基金会;
关键词
ortho-benzoic acid decarboxylases; bioactive (poly) phenols; biocatalysis; carboxylation; regioselectivity; KOLBE-SCHMITT REACTION; GAMMA-RESORCYLIC ACID; CATALYZING NONOXIDATIVE DECARBOXYLATION; P-AMINOSALICYLIC ACID; CARBON-DIOXIDE; 2,6-DIHYDROXYBENZOATE DECARBOXYLASE; HYDROXYSTYRENE DERIVATIVES; RHIZOBIUM-RADIOBACTER; ANAEROBIC METABOLISM; CHEMICAL FEEDSTOCK;
D O I
10.1002/adsc.201601046
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In order to extend the applicability of the regioselective enzymatic carboxylation of phenols, the substrate scope of o-benzoic acid (de) carboxylases has been investigated towards complex molecules with an emphasis on flavouring agents and polyphenols possessing antioxidant properties. oHydroxycarboxylic acid products were obtained with perfect regioselectivity, in moderate to excellent yields. The applicability of this method was proven by the regioselective bio-carboxylation of resveratrol on a preparative scale with 95% yield.
引用
收藏
页码:959 / 965
页数:7
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